Painter

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Compensation: NA

Job Description

Painter – Resort Engineering Department

Cheeca Lodge & Spa – Islamorada, Florida Keys

Full-Time

Year-Round

On-Site

Bring your skills to paradise! Cheeca Lodge & Spa, a prestigious 4-Diamond resort in the Florida Keys, is seeking a skilled and reliable Painter to join our Engineering team. With the daily wear and tear from sun, salt air, and tropical weather, maintaining our property’s pristine appearance is vital—and our Painter plays a key role in upholding that standard.

Position Summary

The Painter is responsible for maintaining all painted surfaces across the resort, including guest rooms, buildings, curbs, pool areas, and parking structures. This role ensures all public and private spaces reflect the high standards of Cheeca’s brand and 4-Diamond rating.

Key Responsibilities

Perform routine inspections of painted surfaces throughout the resort and complete touch-ups and full repaints as needed.
Prepare surfaces by sanding, caulking, patching, and priming to ensure a high-quality finish.
Paint interior and exterior areas, including guest rooms, hallways, baseboards, trim, doors, curbs, bumpers, and railings.
Operate painting tools and equipment such as brushes, rollers, sprayers, sanders, and caulking guns.
Protect surrounding areas by using drop cloths, painter’s tape, and proper prep methods.
Maintain daily work orders and complete assignments per schedule and quality expectations.
Report maintenance issues, hazards, or suspicious activity to Engineering leadership or Security.
Maintain cleanliness and organization of tools, materials, and resort golf cart; plug in carts at end of shift.
Perform other duties as assigned by Engineering leadership.

Qualifications

Previous professional painting experience preferred, especially in commercial or hospitality settings.
Knowledge of painting techniques, surface prep, tools, and safety practices.
Ability to work outdoors in hot and humid conditions.
Must be able to lift, bend, reach, and climb ladders safely.
Strong attention to detail and pride in craftsmanship.
Ability to work independently and as part of a collaborative team.
Must have a professional appearance and customer-service mindset.

Full-Time Team Member Benefits Include:

Health, Dental, Vision Insurance
Up to 18 Days of Paid Time Off (PTO) - includes Holidays
Company-paid Life, Short-Term Disability Insurance
401(k) with Company Match
Complimentary Meals During Shift
Resort Dining and Spa Discounts
Employee Events

Come paint the picture of paradise—one brushstroke at a time.
Apply today and help us maintain the timeless beauty of Cheeca Lodge & Spa.

Apply Now

Save this job

Cheeca Lodge and Spa

Hotel with 214 Rooms

WELCOME TO CHEECA

A Legendary Tropical Hideaway

Since 1946 the historic Cheeca Lodge & Spa has enchanted guests with world-class fishing, exceptional accommodations, and gracious hospitality. Come experience this lush oceanfront retreat, considered the premier luxury resort in the Florida Keys.

The Legend of Our Grand Florida Keys Hotel Resort

You've found it...the crown jewel of Islamorada Florida Keys hotels.

Hardy Keys pioneers called Conchs chose this very beach to carve out a tenacious living in the isolated beauty of the undiscovered Florida Keys. Here, they formed a Methodist congregation and built a two-room school house and a cemetery. Cheeca has preserved this Pioneer Cemetery, where members of the founding families of Islamorada are buried. You can explore it today; it is a designated historical site. The Angel with the Broken Wing watches over the grave of Etta Pinder, who died in 1914. Here lies the first footprint of Islamorada – "Purple Isle" in Spanish.

The early 1940's brought electricity and fresh water. Mrs. Clara Mae Downey from Olney, Maryland, opened the Olney Inn in 1946. She described this early bellwether of Cheeca as "different – rather comparable to the tropical estate of a gifted host." Clara's first guest was President Harry Truman, who cherished his time loafing around the pool and wondering amidst the resort's 22 quaint bungalows.

Fast horses, high society and a healthy dose of Keys vivacity marked the reign of the Twitchell Family in the 1960's. Cynthia, better known as "Chee," was an heiress to the A&P grocery chain and owner of a top thoroughbred racing farm. "We took my nickname, combined it with my husband Carl's, and came up with "Cheeca," she recalled. The Twitchells completely refurbished the property, adding the main lodge, the oceanfront villas, tennis courts, golf course and Cheeca's trademark wooden fishing pier. Chee raised miniature tarpon and her beloved seahorses in the aquariums throughout the resort. "Suzy the Seahorse" became Cheeca's mascot and logo, gracing the resort's menus, brochures, towels and linens.

Avid outdoorsman and Coca Cola magnate Carl Navarre purchased Cheeca Lodge in 1976, hosting his Fortune 500 friends in for sunny days of sportfishing and golf. Celebrities flocked to the hotel and famous guests were reeling in giant bonefish right off the resort's pier. The "Sportfishing Capital of the World" was born, seducing wealthy adventurers from around the world.

In 2005, Cheeca Lodge underwent over $30 million dollars in renovations, restoring the property and its surrounding grounds to their original grandeur, ensuring that we will be a cherished destination for generations to come. Following a fire on New Year's Eve 2008, the Main Lodge was completely rebuilt once again, with a fabulous open-air lobby, a spectacular oceanfront banquet room with panoramic views, and an exclusive indoor / outdoor lounge area for club members.

81801 Overseas Highway

Islamorada, FL 33036

Website www.CheecaJobs.com

Managed by Northwood Hospitality

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